JPS61176641A - オリゴマー性の化合物及びその耐分解性組成物 - Google Patents

オリゴマー性の化合物及びその耐分解性組成物

Info

Publication number: JPS61176641A
Authority: JP; Japan
Prior art keywords: compound; polymer; decomposition; group; amount effective
Prior art date: 1985-01-25
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

JP61013617A

Other languages

English (en)

Japanese (ja)

Other versions

JPH0560823B2 (de

Inventor

ロジヤー・ジヨン・ホツパー

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Goodyear Tire and Rubber Co

Original Assignee

Goodyear Tire and Rubber Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1985-01-25

Filing date

1986-01-24

Publication date

1986-08-08

1986-01-24 Application filed by Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co

1986-08-08 Publication of JPS61176641A publication Critical patent/JPS61176641A/ja

1993-09-03 Publication of JPH0560823B2 publication Critical patent/JPH0560823B2/ja

Status Granted legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims description 33
239000000203 mixture Substances 0.000 title claims description 15
238000000354 decomposition reaction Methods 0.000 title claims 8
229920000642 polymer Polymers 0.000 claims description 34
229910052739 hydrogen Inorganic materials 0.000 claims description 10
239000001257 hydrogen Substances 0.000 claims description 10
238000006864 oxidative decomposition reaction Methods 0.000 claims description 8
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
238000006731 degradation reaction Methods 0.000 claims description 4
125000000524 functional group Chemical group 0.000 claims description 4
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
229910052700 potassium Inorganic materials 0.000 claims description 2
239000011591 potassium Substances 0.000 claims description 2
229910052708 sodium Inorganic materials 0.000 claims description 2
239000011734 sodium Substances 0.000 claims description 2
239000000126 substance Substances 0.000 claims 6
150000002431 hydrogen Chemical class 0.000 claims 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000000178 monomer Substances 0.000 description 8
239000000523 sample Substances 0.000 description 8
239000000463 material Substances 0.000 description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
-1 sodium or potassium Chemical class 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
238000013459 approach Methods 0.000 description 5
229920001971 elastomer Polymers 0.000 description 5
239000005060 rubber Substances 0.000 description 5
238000012360 testing method Methods 0.000 description 5
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
241001474791 Proboscis Species 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
229910052717 sulfur Inorganic materials 0.000 description 4
239000011593 sulfur Substances 0.000 description 4
DMYOHQBLOZMDLP-UHFFFAOYSA-N 1-[2-(2-hydroxy-3-piperidin-1-ylpropoxy)phenyl]-3-phenylpropan-1-one Chemical compound C1CCCCN1CC(O)COC1=CC=CC=C1C(=O)CCC1=CC=CC=C1 DMYOHQBLOZMDLP-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
229920001079 Thiokol (polymer) Polymers 0.000 description 3
238000000605 extraction Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000012071 phase Substances 0.000 description 3
229920001059 synthetic polymer Polymers 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
244000043261 Hevea brasiliensis Species 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
239000006229 carbon black Substances 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
150000005675 cyclic monoalkenes Chemical class 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
150000001993 dienes Chemical class 0.000 description 2
125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
229920001519 homopolymer Polymers 0.000 description 2
239000003999 initiator Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
150000005673 monoalkenes Chemical class 0.000 description 2
GFSJJVJWCAMZEV-UHFFFAOYSA-N n-(4-anilinophenyl)-2-methylprop-2-enamide Chemical compound C1=CC(NC(=O)C(=C)C)=CC=C1NC1=CC=CC=C1 GFSJJVJWCAMZEV-UHFFFAOYSA-N 0.000 description 2
229920003052 natural elastomer Polymers 0.000 description 2
229920001194 natural rubber Polymers 0.000 description 2
238000010525 oxidative degradation reaction Methods 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
150000003384 small molecules Chemical class 0.000 description 2
239000002904 solvent Substances 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 1
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 description 1
239000004912 1,5-cyclooctadiene Substances 0.000 description 1
TXBWKXFDLINCMJ-UHFFFAOYSA-N 2,6-ditert-butyl-4-(chloromethyl)phenol Chemical compound CC(C)(C)C1=CC(CCl)=CC(C(C)(C)C)=C1O TXBWKXFDLINCMJ-UHFFFAOYSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
UJFJAMZCPFRYBW-UHFFFAOYSA-N 4-methylcyclooctene Chemical compound CC1CCCCC=CC1 UJFJAMZCPFRYBW-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
244000241257 Cucumis melo Species 0.000 description 1
235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
240000001980 Cucurbita pepo Species 0.000 description 1
235000009852 Cucurbita pepo Nutrition 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
239000000899 Gutta-Percha Substances 0.000 description 1
240000002636 Manilkara bidentata Species 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
240000000342 Palaquium gutta Species 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
238000000862 absorption spectrum Methods 0.000 description 1
125000002015 acyclic group Chemical group 0.000 description 1
150000005674 acyclic monoalkenes Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
238000000137 annealing Methods 0.000 description 1
235000016302 balata Nutrition 0.000 description 1
239000002585 base Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Chemical group 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
239000002131 composite material Substances 0.000 description 1
229940125904 compound 1 Drugs 0.000 description 1
229940125797 compound 12 Drugs 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 1
239000008380 degradant Substances 0.000 description 1
230000003413 degradative effect Effects 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
230000008034 disappearance Effects 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
230000000694 effects Effects 0.000 description 1
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000011049 filling Methods 0.000 description 1
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
229910052737 gold Inorganic materials 0.000 description 1
229920000588 gutta-percha Polymers 0.000 description 1
229920006158 high molecular weight polymer Polymers 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
150000002605 large molecules Chemical class 0.000 description 1
229920000126 latex Polymers 0.000 description 1
239000004816 latex Substances 0.000 description 1
230000007774 longterm Effects 0.000 description 1
238000000034 method Methods 0.000 description 1
XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
238000013508 migration Methods 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
229920005615 natural polymer Polymers 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
238000003408 phase transfer catalysis Methods 0.000 description 1
239000003444 phase transfer catalyst Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920001084 poly(chloroprene) Polymers 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000013557 residual solvent Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1
238000010998 test method Methods 0.000 description 1
IBWGNZVCJVLSHB-UHFFFAOYSA-M tetrabutylphosphanium;chloride Chemical class [Cl-].CCCC[P+](CCCC)(CCCC)CCCC IBWGNZVCJVLSHB-UHFFFAOYSA-M 0.000 description 1
230000007704 transition Effects 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/02—Monothiocarboxylic acids
- C07C327/04—Monothiocarboxylic acids having carbon atoms of thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C327/10—Monothiocarboxylic acids having carbon atoms of thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an acyclic unsaturated carbon skeleton
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
- C08K5/3725—Sulfides, e.g. R-(S)x-R' containing nitrogen

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Engineering & Computer Science (AREA)
Analytical Chemistry (AREA)
Oil, Petroleum & Natural Gas (AREA)
Water Supply & Treatment (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Compositions Of Macromolecular Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP61013617A 1985-01-25 1986-01-24 オリゴマー性の化合物及びその耐分解性組成物 Granted JPS61176641A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US69503585A	1985-01-25	1985-01-25
US695035		1985-01-25

Publications (2)

Publication Number	Publication Date
JPS61176641A true JPS61176641A (ja)	1986-08-08
JPH0560823B2 JPH0560823B2 (de)	1993-09-03

Family

ID=24791286

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP61013617A Granted JPS61176641A (ja)	1985-01-25	1986-01-24	オリゴマー性の化合物及びその耐分解性組成物

Country Status (7)

Country	Link
US (1)	US4727105A (de)
EP (3)	EP0310140B1 (de)
JP (1)	JPS61176641A (de)
KR (1)	KR900006704B1 (de)
BR (1)	BR8600261A (de)
CA (1)	CA1304409C (de)
DE (3)	DE3688509T2 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH11513676A (ja) *	1995-10-19	1999-11-24	チバスペシャルティケミカルズホールディングインコーポレーテッド	フェノール基および芳香族アミン基を含む酸化防止剤
CA2311437A1 (en)	1999-08-17	2001-02-17	Marc Jules Alexis Henoumont	Pneumatic tire having a rubber component containing a liquid polysulfide compound
DE10022950A1 (de)	2000-05-11	2001-11-15	Bayer Ag	Covulkanisierbare Alterungsschutzmittel
JP6377955B2 (ja) *	2014-05-22	2018-08-22	株式会社ブリヂストン	ゴム組成物、タイヤ、ビスアニリノ化合物及び老化防止剤

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE613012A (de) *	1961-01-26
NL125826C (de) *	1963-08-01
US3658769A (en)	1969-06-23	1972-04-25	Goodyear Tire & Rubber	Age resistant polymeric compositions containing amide segmeric units
JPS508095B1 (de) *	1970-01-22	1975-04-02
US3817916A (en)	1971-06-15	1974-06-18	Goodyear Tire & Rubber	Oxidation resistant polymeric compositions prepared from 3 - n-(4' - anilinophenyl)amino - 2-hydroxypropyl methacrylate
US4152319A (en)	1972-06-30	1979-05-01	The Goodyear Tire & Rubber Company	Age resistors and age resistant polymeric compositions
US3975414A (en) *	1975-05-08	1976-08-17	The Goodyear Tire & Rubber Company	N,N-bis(4-anilinophenyl)-4,7-dithia-5-methyldecanediamide and related compounds useful as polymer stabilizers
AU511667B2 (en)	1976-09-02	1980-08-28	Goodyear Tire And Rubber Company, The	Chemically bound antioxidants
EP0035472A1 (de) *	1980-03-03	1981-09-09	Ciba-Geigy Ag	Mercaptophenole und ihre Verwendung als Stabilisatoren
EP0059168B1 (de) *	1981-02-19	1985-10-02	Ciba-Geigy Ag	Organische Elastomere und mineralische und synthetische Schmieröle, enthaltend Phenol-mercaptocarbonsäureester als Stabilisatoren
DE3430510A1 (de) *	1984-08-18	1986-02-27	Bayer Ag, 5090 Leverkusen	Alterungsschutzmittel und diese enthaltende polymere

1985
- 1985-01-25 US US06/605,035 patent/US4727105A/en not_active Expired - Fee Related
1986
- 1986-01-13 CA CA000499466A patent/CA1304409C/en not_active Expired - Fee Related
- 1986-01-23 EP EP88116467A patent/EP0310140B1/de not_active Expired - Lifetime
- 1986-01-23 DE DE88116466T patent/DE3688509T2/de not_active Expired - Fee Related
- 1986-01-23 EP EP86630013A patent/EP0193484B1/de not_active Expired
- 1986-01-23 DE DE8686630013T patent/DE3667784D1/de not_active Expired - Fee Related
- 1986-01-23 EP EP88116466A patent/EP0308992B1/de not_active Expired - Lifetime
- 1986-01-23 BR BR8600261A patent/BR8600261A/pt not_active IP Right Cessation
- 1986-01-23 DE DE8888116467T patent/DE3686167T2/de not_active Expired - Fee Related
- 1986-01-24 KR KR1019860000446A patent/KR900006704B1/ko not_active Expired
- 1986-01-24 JP JP61013617A patent/JPS61176641A/ja active Granted

Also Published As

Publication number	Publication date
EP0193484B1 (de)	1989-12-27
DE3686167T2 (de)	1993-03-04
DE3667784D1 (de)	1990-02-01
DE3688509D1 (de)	1993-07-01
EP0193484A2 (de)	1986-09-03
BR8600261A (pt)	1986-10-07
US4727105A (en)	1988-02-23
KR900006704B1 (ko)	1990-09-17
DE3688509T2 (de)	1993-12-02
EP0193484A3 (en)	1986-11-20
EP0310140A3 (en)	1989-10-04
CA1304409C (en)	1992-06-30
EP0308992A2 (de)	1989-03-29
EP0310140A2 (de)	1989-04-05
DE3686167D1 (de)	1992-08-27
JPH0560823B2 (de)	1993-09-03
EP0308992B1 (de)	1993-05-26
EP0308992A3 (en)	1990-08-29
EP0310140B1 (de)	1992-07-22
KR860005770A (ko)	1986-08-13

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